Addition interpolymers from isobornyl (meth)acrylate which contain alkoxysilane and/or acyloxysilane groups

Abstract

Disclosed is an addition interpolymer (vinyl type) containing at least one silicon atom directly bonded to a hydrolyzable group in which the addition interpolymer is derived from a mixture of copolymerizable ethylenically unsaturated monomers containing an isobornyl group-containing monomer selected from the group consisting of isobornyl methacrylate, isobornyl acrylate and a mixture thereof. The amount of the isobornyl group-containing monomer ranges from 10 to 60 percent by weight based on the total weight of the mixture of copolymerizable ethylenically unsaturated monomers.

What is claimed is: 
     
       1. An addition interpolymer containing at least one silicon atom directly bonded to a hydrolyzable group, said addition interpolymer derived from a mixture of copolymerizable ethylenically unsaturated monomers comprising an isobornyl group-containing monomer selected from the group consisting of isobornyl methacrylate, isobornyl acrylate and a mixture thereof; wherein the amount of said isobornyl group-containing monomer ranges from 10 percent to 60 percent by weight based on the total weight of said mixture of copolymerizable ethylenically unsaturated monomers. 
     
     
       2. An addition interpolymer containing alkoxy silane groups and/or acyloxy silane groups, said interpolymer derived from the reaction of a mixture of monomers wherein the mixture of monomers contains: (i) one or more ethylenically unsaturated silicon-free monomers comprising an isobornyl group-containing monomer selected from the group consisting of isobornyl methacrylate, isobornyl acrylate and a mixture thereof; and   (ii) a copolymerizable ethylenically unsaturated silane monomer selected from the group consisting of an alkoxy silane monomer, an acyloxy silane monomer, and a mixture thereof; wherein the amount of said isobornyl group-containing monomer ranges from 10 percent to 60 percent by weight based on the total weight of said mixture of monomers.     
     
     
       3. The addition interpolymer of claim 2 wherein the amount of said ethylenically unsaturated silicon-free monomers ranges from about 50 percent to about 95 percent by weight based on the total weight of said mixture of monomers, and the amount of said copolymerizable ethylenically unsaturated silane monomer ranges from about 5 to about 50 percent by weight based on the total weight of said mixture of monomers. 
     
     
       4. The addition interpolymer of claim 2 wherein said ethylenically unsaturated silicon-free monomers (i) comprise an alkyl acrylate, alkyl methacrylate, vinyl aromatic hydrocarbon or a mixture thereof. 
     
     
       5. The addition interpolymer of claim 4 wherein said alkyl acrylate and alkyl methacrylate contain from 1 to 12 carbon atoms in the alkyl group. 
     
     
       6. The addition interpolymer of claim 4 wherein said vinyl aromatic hydrocarbon is styrene, vinyl toluene, alpha-methylstyrene or a mixture thereof. 
     
     
       7. The addition interpolymer of claim 4 wherein said silane monomer is a (meth)acrylatoalkoxysilane monomer having from 1 to 4 carbon atoms in the alkoxy group. 
     
     
       8. The addition interpolymer of claim 7 wherein said (meth)acrylatoalkoxysilane monomer is gamma-methacryloxypropyltrimethoxysilane, gamma-methacryloxypropyltriethoxysilane, or a mixture thereof. 
     
     
       9. The addition interpolymer of claim 2 having a peak molecular weight as determined by gel permeation chromatography ranging from about 2,000 to about 20,000. 
     
     
       10. The addition interpolymer of claim 9 having a calculated glass transition temperature of at least about 25 degrees Celsius. 
     
     
       11. The addition interpolymer of claim 10 wherein said mixture of monomers contains from about 70 percent to about 90 percent by weight of said ethylenically unsaturated silicon-free monomers (i), from about 10 percent to about 30 percent by weight of said copolymerizable ethylenically unsaturated silane monomer (ii), and from 40 percent to 20 percent by weight of said isobornyl group-containing monomer, based on the total weight of said mixture of monomers, and wherein said addition interpolymer has a calculated glass transition temperature of from about 30 degrees Celsius to about 120 degrees Celsius. 
     
     
       12. The addition interpolymer of claim 9 wherein a mercaptoalkyl trialkoxysilane is used as a chain transfer agent in the reaction of said mixture of monomers. 
     
     
       13. A coating composition comprising: an addition interpolymer containing at least one silicon atom directly bonded to a hydrolyzable group, said addition interpolymer derived from a mixture of copolymerizable ethylenically unsaturated monomers comprising an isobornyl group-containing monomer selected from the group consisting of isobornyl methacrylate, isobornyl acrylate and a mixture thereof; wherein the amount of said isobornyl group-containing monomer ranges from 10 percent to 60 percent by weight based on the total weight of said mixture of copolymerizable ethylenically unsaturated monomers. 
     
     
       14. A coating composition comprising: an addition interpolymer containing alkoxy silane groups and/or acyloxy silane groups, said interpolymer derived from the reaction of a mixture of monomers wherein the mixture of monomers contains: (i) one or more ethylenically unsaturated silicon-free monomers comprising an isobornyl group-containing monomer selected from the group consisting of isobornyl methacrylate, isobornyl acrylate and a mixture thereof; and   (ii) a copolymerizable ethylenically unsaturated silane monomer selected from the group consisting of an alkoxy silane monomer, an acyloxy silane monomer, and a mixture thereof; wherein the amount of said isobornyl group-containing monomer ranges from 10 percent to 60 percent by weight based on the total weight of said mixture of monomers.     
     
     
       15. The coating composition of claim 14 additionally comprising an effective amount of a cure promoting catalyst. 
     
     
       16. The coating composition of claim 15 wherein the amount of said ethylenically unsaturated silicon-free monomers ranges from about 50 percent to about 95 percent by weight based on the total weight of said mixture of monomers, and the amount of said copolymerizable ethylenically unsaturated silane monomer ranges from about 5 to about 50 percent by weight based on the total weight of said mixture of monomers. 
     
     
       17. The coating composition of claim 15 wherein said ethylenically unsaturated silicon-free monomers (i) comprise an alkyl acrylate, alkyl methacrylate, vinyl aromatic hydrocarbon or a mixture thereof. 
     
     
       18. The coating composition of claim 17 wherein said alkyl acrylate and alkyl methacrylate contain from 1 to 12 carbon atoms in the alkyl group. 
     
     
       19. The coating composition of claim 17 wherein said vinyl aromatic hydrocarbon is styrene, vinyl toluene, alpha-methylstyrene or a mixture thereof. 
     
     
       20. The coating composition of claim 17 wherein said silane monomer is a (meth)acrylatoalkoxysilane monomer having from 1 to 4 carbon atoms in the alkoxy group. 
     
     
       21. The coating composition of claim 20 wherein said (meth)acrylatoalkoxysilane monomer is gamma-methacryloxypropyltrimethoxysilane, gamma-methacryloxypropyltriethoxysilane, or a mixture thereof. 
     
     
       22. The coating composition of claim 15 wherein said addition interpolymer has a peak molecular weight as determined by gel permeation chromatography ranging from about 2,000 to about 20,000. 
     
     
       23. The coating composition of claim 22 wherein said addition interpolymer has a calculated glass transition temperature of at least about 25 degrees Celsius. 
     
     
       24. The coating composition of claim 23 wherein said mixture of monomers contains from about 70 percent to about 90 percent by weight of said ethylenically unsaturated silicon-free monomers (i), from about 10 percent to about 30 percent by weight of said copolymerizable ethylenically unsaturated silane monomer (ii), and from 40 to 20 percent by weight of said isobornyl group-containing monomer, based on the total weight of said mixture of monomers, and wherein said addition interpolymer has a calculated glass transition temperature of from about 30 degrees Celsius to about 120 degrees Celsius. 
     
     
       25. The coating composition of claim 22 wherein a mercaptoalkyl trialkoxysilane is used as a chain transfer agent in the reaction of said mixture of monomers. 
     
     
       26. The coating composition of claim 14 wherein the total solids content of said composition is at least about 40 percent by weight when the viscosity of the composition is 25 seconds or less on a No. 4 Ford Cup.